3-(Pyridin-3-yl)prop-2-en-1-amine

Base Information

• Chemical Name: 3-(Pyridin-3-yl)prop-2-en-1-amine
• CAS No.: 83665-87-6
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• DSSTox Substance ID: DTXSID40574816
• Wikidata: Q82463987
• Mol file: 83665-87-6.mol

Synonyms:83665-87-6;3-(Pyridin-3-yl)prop-2-en-1-amine;(E)-3-(Pyridin-3-yl)prop-2-en-1-amine;(2E)-3-(Pyridin-3-yl)prop-2-en-1-amine;130025-03-5;SCHEMBL3731657;DTXSID40574816;(E)-3-pyridin-3-ylprop-2-en-1-amine;CS-0266337;EN300-215161

Chemical Property of 3-(Pyridin-3-yl)prop-2-en-1-amine

Chemical Property:

• PSA: 38.91000
• LogP: 1.75380
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 134.084398327
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

97% ^*data from raw suppliers

(2E)-3-(3-pyridinyl)-2-Propen-1-amine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C=CCN
• Isomeric SMILES: C1=CC(=CN=C1)/C=C/CN

Technology Process of 3-(Pyridin-3-yl)prop-2-en-1-amine

There total 5 articles about 3-(Pyridin-3-yl)prop-2-en-1-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(3-pyridin-3-yl-allyl)-carbamic acid tert-butyl ester → (E)-3-(pyridin-3-yl)prop-2-en-1-amine (83665-87-6)

Guidance literature:

With methanol; acetyl chloride; In ethyl acetate; at 20 ℃; for 6h;

DOI:10.1016/S0040-4039(02)00947-4

Reference yield:

trans-3-(3-pyridyl)acrolein (28447-15-6,32986-65-5) + (S)-1-phenyl-ethylamine (2627-86-3) → (E)-3-(pyridin-3-yl)prop-2-en-1-amine (83665-87-6) + acetophenone (98-86-2)

Guidance literature:

With pyridoxal 5'-phosphate; recombinant ω-transaminase from Burkholderia vietnamiensis G4; In aq. phosphate buffer; at 37 ℃; for 0.0833333h; pH=7.4; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.11.013

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → (E)-3-(pyridin-3-yl)prop-2-en-1-amine (83665-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Pd(PPh₃)4; K₂CO₃ / 1,2-dimethoxy-ethane; H₂O / 18 h / Heating

2: 100 percent / AcCl; MeOH / ethyl acetate / 6 h / 20 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetyl chloride; In 1,2-dimethoxyethane; water; ethyl acetate; 1: Suzuki cross-coupling reaction;

DOI:10.1016/S0040-4039(02)00947-4

upstream raw materials:

2-((E)-3-Pyridin-3-yl-allyl)-isoindole-1,3-dione; hydrochloride

3-Bromopyridine

trans-3-(3-pyridyl)acrolein

(S)-1-phenyl-ethylamine

Downstream raw materials:

(E)-3-(3-phenylprop-1-enyl)pyridine